JP2012507542A5 - - Google Patents
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- Publication number
- JP2012507542A5 JP2012507542A5 JP2011534668A JP2011534668A JP2012507542A5 JP 2012507542 A5 JP2012507542 A5 JP 2012507542A5 JP 2011534668 A JP2011534668 A JP 2011534668A JP 2011534668 A JP2011534668 A JP 2011534668A JP 2012507542 A5 JP2012507542 A5 JP 2012507542A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- benzoic acid
- piperazin
- acid
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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- 150000001875 compounds Chemical class 0.000 claims 39
- -1 cyclopropylmethylamino Chemical group 0.000 claims 22
- 150000003839 salts Chemical class 0.000 claims 22
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 17
- 239000005711 Benzoic acid Substances 0.000 claims 11
- 235000010233 benzoic acid Nutrition 0.000 claims 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 11
- 239000002253 acid Substances 0.000 claims 10
- 125000000217 alkyl group Chemical group 0.000 claims 10
- 125000005907 alkyl ester group Chemical group 0.000 claims 9
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
- 125000005037 alkyl phenyl group Chemical group 0.000 claims 6
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 6
- AWJUIBRHMBBTKR-UHFFFAOYSA-N iso-quinoline Natural products C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims 5
- 125000004193 piperazinyl group Chemical group 0.000 claims 5
- FCEHBMOGCRZNNI-UHFFFAOYSA-N 1-benzothiophene Chemical compound C1=CC=C2SC=CC2=C1 FCEHBMOGCRZNNI-UHFFFAOYSA-N 0.000 claims 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims 4
- 125000005059 halophenyl group Chemical group 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- PQNFLJBBNBOBRQ-UHFFFAOYSA-N indane Chemical compound C1=CC=C2CCCC2=C1 PQNFLJBBNBOBRQ-UHFFFAOYSA-N 0.000 claims 4
- 229910052757 nitrogen Chemical group 0.000 claims 4
- GLWDOWQRYBZKJF-UHFFFAOYSA-N 4-[4-[5-[(1-ethylindol-6-yl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=C2N(CC)C=CC2=CC=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCN1C1=CC=C(C(O)=O)C=C1 GLWDOWQRYBZKJF-UHFFFAOYSA-N 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- 125000005036 alkoxyphenyl group Chemical group 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- HYDUAMCHBKKTEL-UHFFFAOYSA-N 2-[4-[4-[5-[(3-tert-butylphenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]phenyl]propanoic acid Chemical compound C1=CC(C(C(O)=O)C)=CC=C1N1CCN(C=2N=CC(=CC=2)C(=O)NC=2C=C(C=CC=2)C(C)(C)C)CC1 HYDUAMCHBKKTEL-UHFFFAOYSA-N 0.000 claims 2
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 claims 2
- JXNPFWRPRKTPRW-UHFFFAOYSA-N 3-chloro-4-[4-[5-[(1-ethylindol-6-yl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=C2N(CC)C=CC2=CC=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCN1C1=CC=C(C(O)=O)C=C1Cl JXNPFWRPRKTPRW-UHFFFAOYSA-N 0.000 claims 2
- CNYQWRSPRSMVCG-UHFFFAOYSA-N 3-methyl-5-piperidin-4-yl-1,2,4-oxadiazole Chemical group CC1=NOC(C2CCNCC2)=N1 CNYQWRSPRSMVCG-UHFFFAOYSA-N 0.000 claims 2
- LNPCGPSDJWFWDQ-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]-2-chlorophenyl]piperazin-1-yl]benzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=C(Cl)C(N3CCN(CC3)C=3C=CC(=CC=3)C(O)=O)=CC=2)=C1 LNPCGPSDJWFWDQ-UHFFFAOYSA-N 0.000 claims 2
- MTCARBLIXLMKTK-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperazin-1-yl]benzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=CC(=CC=2)N2CCN(CC2)C=2C=CC(=CC=2)C(O)=O)=C1 MTCARBLIXLMKTK-UHFFFAOYSA-N 0.000 claims 2
- RQIPHCXXXUPUES-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperidin-1-yl]-2-chlorobenzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=CC(=CC=2)C2CCN(CC2)C=2C=C(Cl)C(C(O)=O)=CC=2)=C1 RQIPHCXXXUPUES-UHFFFAOYSA-N 0.000 claims 2
- VOTAMOLZRRDYBZ-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperidin-1-yl]-2-fluorobenzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=CC(=CC=2)C2CCN(CC2)C=2C=C(F)C(C(O)=O)=CC=2)=C1 VOTAMOLZRRDYBZ-UHFFFAOYSA-N 0.000 claims 2
- AEBXESYSFMKLEW-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperidin-1-yl]-2-methylbenzoic acid Chemical compound C1=C(C(O)=O)C(C)=CC(N2CCC(CC2)C=2C=CC(=CC=2)C(=O)NC=2C=C(C=CC=2)C(C)(C)C)=C1 AEBXESYSFMKLEW-UHFFFAOYSA-N 0.000 claims 2
- IHRVTCLGPDHIKM-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperidin-1-yl]-3-methylbenzoic acid Chemical compound CC1=CC(C(O)=O)=CC=C1N1CCC(C=2C=CC(=CC=2)C(=O)NC=2C=C(C=CC=2)C(C)(C)C)CC1 IHRVTCLGPDHIKM-UHFFFAOYSA-N 0.000 claims 2
- JUHPTAXPNNEBEC-UHFFFAOYSA-N 4-[4-[4-[(3-tert-butylphenyl)carbamoyl]phenyl]piperidin-1-yl]benzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=CC(=CC=2)C2CCN(CC2)C=2C=CC(=CC=2)C(O)=O)=C1 JUHPTAXPNNEBEC-UHFFFAOYSA-N 0.000 claims 2
- PRODDHPZDISQIP-UHFFFAOYSA-N 4-[4-[4-[(5-ethyl-4-phenyl-1,3-thiazol-2-yl)carbamoyl]phenyl]piperazin-1-yl]benzoic acid Chemical compound N=1C(C=2C=CC=CC=2)=C(CC)SC=1NC(=O)C(C=C1)=CC=C1N(CC1)CCN1C1=CC=C(C(O)=O)C=C1 PRODDHPZDISQIP-UHFFFAOYSA-N 0.000 claims 2
- RJRKQIWWZMTCHG-UHFFFAOYSA-N 4-[4-[5-[(1-ethylindol-6-yl)carbamoyl]pyridin-2-yl]piperazin-1-yl]-2-methylbenzoic acid Chemical compound C1=C2N(CC)C=CC2=CC=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCN1C1=CC=C(C(O)=O)C(C)=C1 RJRKQIWWZMTCHG-UHFFFAOYSA-N 0.000 claims 2
- PHSIXIQGPPEHJE-UHFFFAOYSA-N 4-[4-[5-[(1-ethylindol-6-yl)carbamoyl]pyridin-2-yl]piperazin-1-yl]-3-methylbenzoic acid Chemical compound C1=C2N(CC)C=CC2=CC=C1NC(=O)C(C=N1)=CC=C1N(CC1)CCN1C1=CC=C(C(O)=O)C=C1C PHSIXIQGPPEHJE-UHFFFAOYSA-N 0.000 claims 2
- JQJCLDKYEDWGFG-UHFFFAOYSA-N 4-[4-[5-[(3-chloro-4-iodophenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N1CCN(C=2N=CC(=CC=2)C(=O)NC=2C=C(Cl)C(I)=CC=2)CC1 JQJCLDKYEDWGFG-UHFFFAOYSA-N 0.000 claims 2
- JYLAQRILIVBZTP-UHFFFAOYSA-N 4-[4-[5-[(3-iodo-4-methylphenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=C(I)C(C)=CC=C1NC(=O)C1=CC=C(N2CCN(CC2)C=2C=CC(=CC=2)C(O)=O)N=C1 JYLAQRILIVBZTP-UHFFFAOYSA-N 0.000 claims 2
- AJWIBHKWWXEJCL-UHFFFAOYSA-N 4-[4-[5-[(4-chloro-3-iodophenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1N1CCN(C=2N=CC(=CC=2)C(=O)NC=2C=C(I)C(Cl)=CC=2)CC1 AJWIBHKWWXEJCL-UHFFFAOYSA-N 0.000 claims 2
- NFOPMEWRZFTQNG-UHFFFAOYSA-N 4-[4-[5-[(4-tert-butylphenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1NC(=O)C1=CC=C(N2CCN(CC2)C=2C=CC(=CC=2)C(O)=O)N=C1 NFOPMEWRZFTQNG-UHFFFAOYSA-N 0.000 claims 2
- HTXQOROHFFYFMC-UHFFFAOYSA-N 5-methyl-4-phenyl-1,3-thiazol-2-amine Chemical compound S1C(N)=NC(C=2C=CC=CC=2)=C1C HTXQOROHFFYFMC-UHFFFAOYSA-N 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- KXNQKOAQSGJCQU-UHFFFAOYSA-N benzo[e][1,3]benzothiazole Chemical compound C1=CC=C2C(N=CS3)=C3C=CC2=C1 KXNQKOAQSGJCQU-UHFFFAOYSA-N 0.000 claims 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N benzyl benzoate Chemical group C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 2
- 125000001589 carboacyl group Chemical group 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 2
- RXUJUIQDYGMHKW-UHFFFAOYSA-N 1-(2-oxoethyl)cyclopentane-1-carboxylic acid Chemical compound O=CCC1(C(=O)O)CCCC1 RXUJUIQDYGMHKW-UHFFFAOYSA-N 0.000 claims 1
- YKNQNJJIRXGJSV-UHFFFAOYSA-N 2,2-dimethyl-4-oxobutanoic acid Chemical compound OC(=O)C(C)(C)CC=O YKNQNJJIRXGJSV-UHFFFAOYSA-N 0.000 claims 1
- CXNFOKYCSXHBFJ-UHFFFAOYSA-N 2-(oxomethylidene)cyclopentane-1-carboxylic acid Chemical compound OC(=O)C1CCCC1=C=O CXNFOKYCSXHBFJ-UHFFFAOYSA-N 0.000 claims 1
- PUEGNVWKMCMZTI-UHFFFAOYSA-N 2-chloro-4-piperidin-1-ylbenzoic acid Chemical group C1=C(Cl)C(C(=O)O)=CC=C1N1CCCCC1 PUEGNVWKMCMZTI-UHFFFAOYSA-N 0.000 claims 1
- FTTZILIXHSOPBC-UHFFFAOYSA-N 2-fluoro-4-piperidin-1-ylbenzoic acid Chemical group C1=C(F)C(C(=O)O)=CC=C1N1CCCCC1 FTTZILIXHSOPBC-UHFFFAOYSA-N 0.000 claims 1
- WHOCAMXCMGWFDL-UHFFFAOYSA-N 2-methyl-4-piperidin-1-ylbenzoic acid Chemical group C1=C(C(O)=O)C(C)=CC(N2CCCCC2)=C1 WHOCAMXCMGWFDL-UHFFFAOYSA-N 0.000 claims 1
- CIBRWFVOWKXEFX-UHFFFAOYSA-N 3,3-dimethyl-5-oxopentanoic acid Chemical compound O=CCC(C)(C)CC(O)=O CIBRWFVOWKXEFX-UHFFFAOYSA-N 0.000 claims 1
- CDYRLTAUAMBVND-UHFFFAOYSA-N 3-(4-piperazin-1-ylphenyl)propanoic acid Chemical group C1=CC(CCC(=O)O)=CC=C1N1CCNCC1 CDYRLTAUAMBVND-UHFFFAOYSA-N 0.000 claims 1
- IXUFWLAEWINGMN-UHFFFAOYSA-N 3-chloro-4-piperazin-1-ylbenzoic acid Chemical group ClC1=CC(C(=O)O)=CC=C1N1CCNCC1 IXUFWLAEWINGMN-UHFFFAOYSA-N 0.000 claims 1
- NAORNMGYSGBIFZ-UHFFFAOYSA-N 3-fluoro-4-piperazin-1-ylbenzoic acid Chemical group FC1=CC(C(=O)O)=CC=C1N1CCNCC1 NAORNMGYSGBIFZ-UHFFFAOYSA-N 0.000 claims 1
- 125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims 1
- PUOOWTPYQCGGSK-UHFFFAOYSA-N 3-methyl-4-piperazin-1-ylbenzoic acid Chemical group CC1=CC(C(O)=O)=CC=C1N1CCNCC1 PUOOWTPYQCGGSK-UHFFFAOYSA-N 0.000 claims 1
- DYOBCCWAOAIJBW-UHFFFAOYSA-N 4-[4-[5-[(3-tert-butylphenyl)carbamoyl]pyridin-2-yl]piperazin-1-yl]benzoic acid Chemical compound CC(C)(C)C1=CC=CC(NC(=O)C=2C=NC(=CC=2)N2CCN(CC2)C=2C=CC(=CC=2)C(O)=O)=C1 DYOBCCWAOAIJBW-UHFFFAOYSA-N 0.000 claims 1
- IAGYKSQGLCAAAD-UHFFFAOYSA-N 4-piperazin-1-ylbenzoic acid Chemical group C1=CC(C(=O)O)=CC=C1N1CCNCC1 IAGYKSQGLCAAAD-UHFFFAOYSA-N 0.000 claims 1
- DGJNUESQBVPXAY-UHFFFAOYSA-N 4-piperidin-1-ylbenzoic acid Chemical group C1=CC(C(=O)O)=CC=C1N1CCCCC1 DGJNUESQBVPXAY-UHFFFAOYSA-N 0.000 claims 1
- UMYHUVUKIGFYAI-UHFFFAOYSA-N 6-piperazin-4-ium-1-ylpyridine-3-carboxylate Chemical group N1=CC(C(=O)O)=CC=C1N1CCNCC1 UMYHUVUKIGFYAI-UHFFFAOYSA-N 0.000 claims 1
- FRWVPHPWBWDOKO-UHFFFAOYSA-N N-(5-methyl-2H-triazol-4-yl)acetamide Chemical compound C(C)(=O)NC1=C(N=NN1)C FRWVPHPWBWDOKO-UHFFFAOYSA-N 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- MSZJEPVVQWJCIF-UHFFFAOYSA-N butylazanide Chemical compound CCCC[NH-] MSZJEPVVQWJCIF-UHFFFAOYSA-N 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- IDITVISEENJSMD-UHFFFAOYSA-N cyclopropylidenemethanone Chemical compound O=C=C1CC1 IDITVISEENJSMD-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical group 0.000 claims 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 claims 1
- ZNMDJCPPHWJKRS-UHFFFAOYSA-N ethyl 2-amino-4-oxobut-3-enoate Chemical compound CCOC(=O)C(N)C=C=O ZNMDJCPPHWJKRS-UHFFFAOYSA-N 0.000 claims 1
- JVZRCNQLWOELDU-UHFFFAOYSA-N gamma-Phenylpyridine Natural products C1=CC=CC=C1C1=CC=NC=C1 JVZRCNQLWOELDU-UHFFFAOYSA-N 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 1
- CAFGAFKVCYSSHU-UHFFFAOYSA-N methyl 2-(oxomethylidene)cyclohexane-1-carboxylate Chemical compound COC(=O)C1CCCCC1=C=O CAFGAFKVCYSSHU-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 125000006413 ring segment Chemical group 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- LFKDJXLFVYVEFG-UHFFFAOYSA-N tert-butyl carbamate Chemical compound CC(C)(C)OC(N)=O LFKDJXLFVYVEFG-UHFFFAOYSA-N 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10958908P | 2008-10-30 | 2008-10-30 | |
| US61/109,589 | 2008-10-30 | ||
| PCT/US2009/062154 WO2010056506A1 (en) | 2008-10-30 | 2009-10-27 | Diacylglycerol aclytransferase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2012507542A JP2012507542A (ja) | 2012-03-29 |
| JP2012507542A5 true JP2012507542A5 (enExample) | 2012-12-20 |
Family
ID=42132236
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2011534668A Withdrawn JP2012507542A (ja) | 2008-10-30 | 2009-10-27 | ジアシルグリセロールアシルトランスフェラーゼ阻害剤 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US8324385B2 (enExample) |
| EP (1) | EP2350311B1 (enExample) |
| JP (1) | JP2012507542A (enExample) |
| CN (1) | CN102203280A (enExample) |
| AU (1) | AU2009314358B2 (enExample) |
| CA (1) | CA2741601A1 (enExample) |
| IL (1) | IL212496A0 (enExample) |
| WO (1) | WO2010056506A1 (enExample) |
Families Citing this family (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8211884B2 (en) * | 2008-08-06 | 2012-07-03 | Madrigal Pharmaceuticals, Inc. | Diacylglycerol acyltransferase inhibitors |
| JP2011057661A (ja) * | 2009-08-14 | 2011-03-24 | Bayer Cropscience Ag | 殺虫性カルボキサミド類 |
| RU2576036C2 (ru) * | 2010-03-17 | 2016-02-27 | Тайвекс Терапьютикс Корпорейшн | Модуляторы активности нес1 и способы для них |
| FR2963005B1 (fr) * | 2010-07-23 | 2012-08-17 | Sanofi Aventis | Derives d'oxadiazoles et de pyridazines, leur preparation et leur application en therapeutique |
| CN101993415B (zh) * | 2010-09-15 | 2013-08-14 | 北京韩美药品有限公司 | 作为Hedgehog通路抑制剂的化合物以及包含该化合物的药物组合物及其应用 |
| CN104395752B (zh) * | 2011-11-21 | 2017-09-15 | 泰纬生命科技股份有限公司 | 对hec1活性调节剂具有反应的癌症的生物标记 |
| US11071736B2 (en) | 2011-11-21 | 2021-07-27 | Taivex Therapeutics Corporation | Modulators of HEC1 activity and methods therefor |
| TWI640519B (zh) | 2011-11-29 | 2018-11-11 | 泰緯生命科技股份有限公司 | Ｈｅｃ１活性調控因子及其調節方法 |
| JP6129199B2 (ja) * | 2011-12-02 | 2017-05-17 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | ピペリジン誘導体、その医薬組成物及び使用 |
| HRP20190099T1 (hr) * | 2012-11-23 | 2019-04-19 | Glaxosmithkline Llc | Novi spojevi kao inhibitori diacilglicerin aciltransferaze |
| US9796729B2 (en) | 2012-11-23 | 2017-10-24 | Glaxosmithkline Llc | Compounds as diacylglycerol acyltransferase inhibitors |
| WO2014081996A1 (en) * | 2012-11-23 | 2014-05-30 | Glaxosmithkline Llc | Novel compounds as diacylglycerol acyltransferase inhibitors |
| CN105339350B (zh) * | 2013-05-29 | 2018-05-25 | 百时美施贵宝公司 | 二氢吡啶酮mgat2抑制剂 |
| PL3033336T3 (pl) | 2013-08-14 | 2018-11-30 | Kalvista Pharmaceuticals Limited | Inhibitory kalikreiny w plaźmie |
| TWI636047B (zh) | 2013-08-14 | 2018-09-21 | 英商卡爾維斯塔製藥有限公司 | 雜環衍生物 |
| EA032356B1 (ru) * | 2014-03-17 | 2019-05-31 | Пфайзер Инк. | Ингибиторы диацилглицеринацилтрансферазы 2 для применения в лечении метаболических и связанных с метаболизмом расстройств |
| GB201421085D0 (en) | 2014-11-27 | 2015-01-14 | Kalvista Pharmaceuticals Ltd | New enzyme inhibitors |
| GB201421083D0 (en) | 2014-11-27 | 2015-01-14 | Kalvista Pharmaceuticals Ltd | Enzyme inhibitors |
| KR102579848B1 (ko) * | 2014-12-05 | 2023-09-18 | 풀모사이드 리미티드 | 항진균 화합물 |
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-
2009
- 2009-10-20 US US12/581,950 patent/US8324385B2/en not_active Expired - Fee Related
- 2009-10-27 CN CN200980143289XA patent/CN102203280A/zh active Pending
- 2009-10-27 CA CA2741601A patent/CA2741601A1/en not_active Abandoned
- 2009-10-27 EP EP09826537.4A patent/EP2350311B1/en not_active Not-in-force
- 2009-10-27 WO PCT/US2009/062154 patent/WO2010056506A1/en not_active Ceased
- 2009-10-27 AU AU2009314358A patent/AU2009314358B2/en not_active Ceased
- 2009-10-27 JP JP2011534668A patent/JP2012507542A/ja not_active Withdrawn
-
2011
- 2011-04-26 IL IL212496A patent/IL212496A0/en unknown
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